Cyclization of aryl 3-aryl propynoates into 4-arylcoumarins catalyzed by cyclometalated Platinum(II) complexes

TETRAHEDRON

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Article

Zaitceva, Olesia^1,3  Beneteau, Valerie¹  Ryabukhin, Dmitry S.³  Eliseev, Ivan I.²  Kinzhalov, Mikhal A.²  Louis, Benoit^1,4  Vasilyev, Aleksander V.^2,3  Pale, Patrick¹ 

[1] Univ Strasbourg, Inst Chim, UMR 7177, CNRS, 4 Rue B Pascal, F-67000 Strasbourg, France

[2] St Petersburg State Univ, 7-9 Univ Skaya Nab, St Petersburg 199034, Russia

[3] St Petersburg State Forest Tech Univ, 5 Inst Skii Per, St Petersburg 194021, Russia

[4] Univ Strasbourg, Inst Chim & Proc Energie Environm & Sante, ECPM, 25 Rue Becquerel, F-67087 Strasbourg 2, France

关键词: Coumarin;    Cyclization;    Platinacycle;    Platinum;    Catalysis;   

DOI  :  10.1016/j.tet.2020.131029

来源: Elsevier

【 摘 要 】

Cyclometalated (ppy)Pt-II complexes (ppy = 2-phenylpyridinato-C-2,N) catalyze the intramolecular cyclization of aryl propynoates to form coumarins and benzocoumarins. The complex [(ppy)PtCl(MeCN)] (5 mol %) was the most active and efficient catalyst for such reaction, especially in the presence of AgSbF6 (15 mol %) in 1,2-dichloroethane. With this catalytic system, a wide range of substituents and functional groups proved compatible with the cyclization process, leading to a large variety of substituted coumarins and benzocoumarins (22 examples, 77-99%) (C) 2020 Elsevier Ltd. All rights reserved.

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